Philly FemDom Blog

From the archive of Philly femdom Mistress Isadora. June 2016

Session with my vanilla friend

I recently had a session with a long time slave and one of my vanilla friends. When my slave asked if I had any friends who would like to watch as I tortured him I immediately thought of Laura.

I decided on doing some of my favourite activities as well as things I haven’t tried. I always want to do at least one new thing everytime we session. Whether it’s a a different bondage position or a new toy. We like to experiment.

I began by tying him to a CBT chair. I wanted to show her some furniture that had a specific use. I remember the first time I saw a CBT chair and how enamored I was with it. I was hoping she would feel the same and she did. I began to flog his cock as I pointed out how you must be sure their thighs are bound to the chair since they will try to close their legs or will keep moving and it’s more difficult to hit a moving target. I then showed her how clothes pins can be easily turned into a torturous CBT toy. She watched and laughed as I used a riding crop to knock all those clothes pins off his cock.

I wanted to try a bit of new bondage so I bound him with rope to a bench. I had tied rope around the head of his cock which I then tied to a beam. I took the rope I tied to his balls and tied to another beam. He is now bent over a bench with his cock being pulled one direction and his balls another. I had Lauren pull on one rope and I the other. After that fun I attached the Tens to his balls and her and I chatted as I tortured his balls. All the pulling and electro got to him so he tapped out to which I just changed his position. I put him on his back on the bonged bed. I then tied the rope that was around his balls to the beam in the ceiling. I tugged on that and put clamps on his nipples. I brought out an Eros cock ring to show my friend another type of electro device. I have to say it was alot of fun to play with both of them. I think we will play together again. And who knows maybe my friend Laura and I will be offering more vanilla voyeur sessions in the future. I love my friends supporting me torturing and breaking the male ego.

My newest chastity slave

This slave was traveling about 2 hours  for a first time session with me. He told me he put himself in chastity about a month prior in the hopes of seeing me. He contacted me about an hour before  our session to say he was going to be late as his tire had popped and he was waiting for AAA. As he waited for them he text me that he wasn’t anticipating it being as hot out as it was and how the chastity device was really irritating him. Of course I found this hilarious. He ended up being an hour late for our session due to traffic and a flat tire. A 2 hour journey turned into 4 hours. He didn’t cancel and turn around but I think that he was more so thinking about being out of that chastity device. As usual a man thinking with his dick.

When he finally arrived, I had him go straight to the room we were to be in and strip. He brought with him a few leotards and stockings. He informed me he enjoys wearing the leotards under his work clothes. I had him put a green leotard. I put a collar on him and told this bitch to get on his knees. I had him lick my stilettos clean. He was just so pathetic looking in his outfit and  I already knew he was uncomfortable from sitting in a hot car in a chastity device for 4 hours, so I must now give him wedgies. He’s a whiner so after he whined about the wedgie I spit in his face. What a pathetic site, a sweaty man in a leotard with a wedgie covered in spit. At this point I decided to treat him like the dog he was and have him play fetch with me. I figured this beast was thirsty after all of this so I got a dog bowl out for him. I began by spitting in it, then I pissed in in. I told him to crawl over and lick up the contents of the bowl. He lapped it up in record time.

I again had him strip then change into a pair of shiny nude pantyhose. I put on my strap on had shoved my big cock down his throat. When I was finished skull fucking him, I bound him to the St. Andrew’s cross. Since the chastity device was bothering him, I decided to use a vibrator on him. I can not express how delighted I was to see how much all of this was getting to him. When I was kind enough to let him out of chastity, I had him get on his knees and face the wall. It took about 15 seconds for this pathetic excuse to cum not only on the floor but on the wall. I told him he was an absolute idiot to do something so thoughtless. I slapped him across the face and made him lick all his cum from the floor and the wall. I also made him clean the wall before allowed him to get dressed.

He later wrote me about the amazing time he had and how he wants to serve me. He asked if I would oversee him the next weekend via text and phone as he was going to stay in his basement, chained to the floor in chastity and a leotard. I agreed and what a ridiculous 2 days it was. I had him send me pictures of himself through out. when he asked for permission to use the bathroom I told him to go out in the yard. Fearing he would be seen by a neighbour, I informed him his only other option was to piss himself which he did. He is a whiner so of course he kept saying that the basement floor was cold to sleep on and how he smelled terrible. I am glad I wasn’t there to smell him after 2 days of no shower and pissing himself in a leotard and pantyhose.

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